From [11C]CO2 to [11C]amides: a rapid one-pot synthesis via the Mitsunobu reaction† †Electronic supplementary information (ESI) available: Experimental details and NMR spectra. See DOI: 10.1039/c7cc01407d

نویسندگان

  • S Bongarzone
  • A Runser
  • C Taddei
  • A K Haji Dheere
  • A D Gee
چکیده

A novel amide synthesis methodology is described using amines, CO2 and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [11C]CO2. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [11C]melatonin. The incorporation of [11C]CO2 into [11C]melatonin was 36% - determined by radioHPLC 2 min post [11C]CO2 delivery.

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منابع مشابه

Tertiary amine synthesis via reductive coupling of amides with Grignard reagents† †Electronic supplementary information (ESI) available: Experimental procedures, spectroscopic data, copies of 1H and 13C NMR spectra and crystallographic data. CCDC 1552384. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc03613b Click here for additional data file. Click here for additional data file.

A new iridium catalyzed reductive coupling reaction of Grignard reagents and tertiary amides affording functionalised tertiary amine products via an efficient and technically-simple one-pot, two-stage experimental protocol, is reported. The reaction – which can be carried out on gram-scale using as little as 1 mol% Vaska's complex [IrCl(CO)(PPh3)2] and TMDS as the terminal reductant for the ini...

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Electrochemical [11C]CO2 to [11C]CO conversion for PET imaging† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7cc00319f Click here for additional data file.

The development of a novel electrochemical methodology to generate carbon-11 carbon monoxide ([11C]CO) from cyclotron-produced carbon-11 carbon dioxide ([11C]CO2) using Ni(cyclam) and Zn(cyclen) complexes is described. This methodology allows up to 10% yields of [11C]CO from [11C]CO2. Produced [11C]CO was subsequently converted to [11C]N-benzylbenzamide under mild conditions with a radiochemica...

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عنوان ژورنال:

دوره 53  شماره 

صفحات  -

تاریخ انتشار 2017